Bromin derivative of fatty acids.



lCMIl, I"l(lllli, (2F BERLIN,

YOltM. Fltll'JDlt. BAYER 'll().\' ()F (ll lltldANY.

GERMANY, ASSIGNOR T0 FARBENFABRIKEN 61; ()F .ltliBl lltFlClil), GERMANY, A CORPORA- BROMIN DERIVATIVE OF FATTY ACIDS.

Specification of Letters Patent.

Patented March 26, 1907.

Application filed June 23,1906. Serial l\' .u 323,037.

To (all n l/0111 if m4: Irv/morn:

Be it known that l, llnn. Fiscmau, .l'nessor of chemistry. a citizen .ol the lhnpire. residing, at Berlin, Kingdom ol' Prussia, Germany, have invented new and usel'ul improvements in Bromin l)c,rivatives ot' Fnttyx'lcids, of which the following, is a. specification.

I have found that the alkaline-earth and magiicsium salts of monobromin-substituted high-molecular fatty acids--such as monobromobehcnic acid, monobromostcaric acid,

or the lilte-posscss valuable therapeutic properties. These salts, which are solid substances, have no taste and are valuable substitutes for potassium bromid, an average (lose being from one to four grams.

My new preparations are obtained by converting the free monobromin-substituted high-molecular fatty acids or their alkaline salts into their salts with alkaline-earth metals or magnesium.

The monobrornin-substituted high-molecular fattyacids are prepared by treating, with h drogen lirornid th'e high-molecular acids 0 the oleic series, such as oleic acid. erucic acid, hrassidic acid, elaidic acid, or the likel The preparation pf the above-mentioned salts of the bromin derivatives of the highmolecular fatty acids must be carried out in such a manner that the resulting salts are neutral, because salts containing free acid have a faint odor and taste.

The preparation of the above-mentioned salts of monobromobehenic acid, which is obtamed by treating erucic acid with hydrogen bromid, .is carried out as follows, the parts being by weight:

Ehmmple 1.

a (a) Twenty-five parts of crystallized chlorid of calcium containing water of crystallization are dissolved in one hundred and twenty parts of hot alcohol, and an excess of gaseous ammonia is passed through the liquid When the precipitation of ammonium chlorid has been completed, one hundred and thirty parts of alcohol (ninetyt\vo per cent.) are added. It is then cooled to ordinary temperature.

To the cold mixture a solution of forty parts German during stirring.

of monobronu)behenic acid in one hundred and twenty parts of alcohol is slowly added 'l he calcium salt of monoln'omobehenic acid separates out in the shape of a colorless voluminous precipitate. It is filtered off with suction, pressed, washed with alcohol, mixed up by stirring with cold water, filtered oil with suction, and subsequently Washed with water until the wash-water is free from chlorin. It. is then washed with alcohol and dried cucuo. 'lhe calcium salt thus obtained is a colorless and tasteless powder almost insoluble in water and alcohol. It has the formula (C l'L- BrOQ Ca.

(11) The same salt results by the interaction of an alkaline salt of inonobromobcllenic acid with calcium salts in aqueous solution. For this purpose monobrornobehemc acid is dissolved in caustic soda by shaking it atordinary temperature with highly-diluted caustic soda, (about 1/50 nor mal.) The calculated quantity of a dilute aqueous solution. ol chlorid of calcium is shaken at ordinary temperature and for sev- 1 cral days with one hundred parts of a saturated aqueous solution of calcium hydroxid. The resulting calcium salt, which still contains small amounts ofthei'ree acid, is then heated with alcohol to melt it and carefully mixed up with the liquid by stirring. Alter cooling, the'salt forms a colorless powder, which is filtered ofi", washed. with alcohol, and dried fin/M10710.

(a) Forty-four'parts of crystallized strontium-ohlond containing water of crystallizationaredissolved in sixty parts of hot water, twelve hundred parts of methylic alcohol are added thereto, and an excess of gaseous ammonia'is 'passed through the liquid. A solution of ninet parts of bromobehenic acid in eight hundred parts of methylic alcohol is then slowly run into the above solution containing the strontium compound while con- 'stantly stirring. The precipitated strontium salt is filtered ollwith suction, washed with methylic alcohol, then carefully with. water, and finally again with niethylic alcohol, and dried in mono. lt is a colorless tasteless powder which can be kept without suilering decomposition. It lms'the formula I lc ll O Brl Sr. (l1) Monobroinobehenic acid is dissolved by shaking it with a little more than the calculated quantity of 1/50 normal aqueous caustic potash solution.

A dilute aqueous solution of chlorid of strontiuni of strength which is equivalent to the potash is slowly added while vigorously stirring. The recipitate is then further treated as descri ed under 1 (b).

(c) A solution of four parts of crystallized strontium hydroxid in five hundred parts of Water is allowed to flow on ten parts of monobrornobehenic acid. It is heated to about 37 centigrade until the acid melts, and the mixture is then vigorously stirred for some days. It is advantageous to heat from time to time to 37 centigrade to melt the-acid which has not taken part in the reaction.

To se iarate the resultin strontium. salt from admixed small amounts of unchan ed acid, it is filtered off and. heated with alco 101. until it n'ielts. The salt solidifies while coolingto a solid compound, Wl'iich is filtered off and dried in vacuo.

The alkaline earth of other high-molecular broinin-substituted fatty acids, such as 1110-- nobroniostearic acid, are obtained in analogous manner.

eeaese Having now described my invention and in what manner the same is to be performed, what 1 claim as new, and desire to secure by Letters Patent, is

1. The herein described alkaline earth salts of. inonobrornin substituted derivatives of high-molecular fatty acids, of the fol-- lowing general formula, in which A E means an alkali earth:

obtainable by the action of hydrogen bromid oniacids of the oleic series and transformation of the resulting compounds into the In testimony whereof I have hereunto set my hand in' the presence of two subscribing Witnesses.

EMIL FISCHER, Witnesses:

.VVOLDEMAR HAUPT',

HENRY i'iASP'ER. 

